Trail Running calendar near Cheltenham 2026-2027

We have found 434 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Run through scenic Margam Country Park with castle views in this chip timed trail event offering 5K and 10K options. Fully marked courses, water stations, finisher medal and award ceremony make it perfect for racers and fun runners alike.

Run through ancient woodland in the Forest of Dean at the Autumn Half Marathon starting and finishing at Speech House. This scenic 13 mile trail on well marked tracks supports local charities and awards a medal to every finisher.

Run across rolling downland and ancient tracks at The Race on the Chase, with routes through Martin Down and historic sites near Salisbury. Choose marathon, half or 10k, enjoy racecourse facilities and a finisher medal with trophies for the..

Run as many 3.3 mile laps as you can in six hours around leafy Coombe Abbey Park, with mainly flat stone paths and a meadow section that may get muddy. Choose a medal or an eco friendly tree token and refuel at the on site cafe.

October 2026

Join the Hoby Hop Trail Race 10th anniversary for a chip timed five mile cross country or Canicross through the scenic Upper Wreake valley. Undulating fields, stiles and brook crossings with village hall race HQ for entries and facilities.

Wild Run Cotswolds showcases rugged off road trails on a private estate with fully marked routes, chip timing and a family friendly supporter zone. Entries are limited to 600; choose 10K, half, marathon or the six hour 360 challenge.

A trail half marathon through the Quantock Hills with technical trails, climbs and stream crossings. The event includes two feed stations, marshals, awards for top finishers and weekend camping and bunk options near Kilve Court.

Wild Run Oxford is planned for 4 October 2026 (TBC) on Oxford's nearby trails, with a 10K and a Half Marathon on mixed smooth and rugged terrain; the event is licensed by the Trail Running Association and UK Athletics.

A Thames Valley LDWA challenge from Liston Hall in Marlow offering new 25 km, 40 km and 50 km routes through the Hambleden and Stonor valleys, with checkpoint refreshments, a finish meal, timed e certificates and a free badge.

Tackle 32 miles (50 km) of trails in the Cambrian Mountains around Lake Vrynwy with sweeping views toward the Shropshire Hills and Snowdonia. Limited to 100 runners, the Loop Ultra is fully marked and supported and offers camping, food, liv..

Tackle 55 km through the Forest of Dean, from ridges and dense woodland to the River Wye and Symonds Yat viewpoint. Technical single track and riverside sections offer scenic challenge and there is a canicross category.

A trail running festival at Cannock Chase Forest on 11 October 2026 offering half marathon, 10K, 5K and a junior race, with chip timing, a themed medal, race photos and an event village with food and partner goodies.

Choose a scenic 10k or shorter 5k through the Chiltern Hills around Frieth, combining woodland paths and country roads. Expect rolling climbs and panoramic views for a rewarding, hilly challenge for road and trail runners.

Run and support local schools at the FOOBS Trail and Fun Runs in Old Basing on 11 October 2026. Scenic community trails offer a 2K family fun run or chip timed 6K and 10K routes, with post run treats and plenty of local support.

Scenic, undulating trail runs around Carsington Water with half marathon and 10k options on 17 October 2026. Entries include a themed medal, water and post race refreshments, with marshals and kilometre markers to guide you.

A 100 mile continuous trail race on 17 October 2026 based at Goring and Streatley, run as four 25 mile out and back spurs on the Thames Path and Ridgeway. The route covers about 80% trail with 16 aid stations and a 28 hour time limit.

UTMB Index

Blaze the Biblins on 18 October 2026 is a scenic 10k trail race through ancient woods and riverbanks near Ross on Wye. Expect technical single track, climbs including the notorious Demon hill, and a lively village finish.

Roughly 12K trail run on bridle paths and the Imber Range near the Westbury White Horse on 18 October 2026. Limited to 200 places so book early for a bespoke finisher medal and category prizes.

Town and Country Harriers is a friendly Bristol based off road club that meets most Thursdays, usually starting and finishing at a local pub. Trails range from city paths to the Mendips and Cotswolds and all who can run 4 to 5 miles are wel..

Halloween 7in7 at Pengethley Manor, Ross on Wye offers seven consecutive days of off road laps through vineyards and a hill, with distances from 5k to ultra. Walk or run any day or go virtual and collect seven themed medals.